Jobs and Careers
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IT Systems Technical Support Specialist
LessenScottsdale, United Statesfull_timeVerifiedPosted 8 Jul 2026
About the role
Lessen is the tech-enabled, end-to-end property service provider that is transforming how commercial and residential real estate services are delivered and managed at scale. Lessen’s technology platform provides data-driven insights that unlock key growth opportunities for the entire real estate ecosystem—including investors, owners, managers, and service providers. The company leverages a network of over 30,000 vetted, qualified vendors (Lessen Affiliates) serving clients with over 1 million properties and completing more than 3.5 million work orders annually across an expanding range of services. Lessen, LLC is a venture-backed, privately held company with offices in Scottsdale and Chicago.
The IT Systems Technical Support Specialist I provides technical support to users by researching and answering questions and troubleshooting / resolving problems. They improve client references by writing and maintaining documentation and improve system performance by proactively identifying problems and recommending changes.
This is a part-time role up to 20 hours a week.
What You'll Do:
- Determine problem definition, research and resolution of Level 1 complexity and assists with Level 2.
- Coordinate problem-handling process for the information technology department
- Manage and update pending user’s requests using help-desk tracking system
- Escalate issues based on complexity and priority
- Perform administrative tasks involved with creation, deletion and changes in user’s network accounts
- Provide feedback to the team leader on key issues that affect IT services availability
- Advise users on system outages
- Be available for after-hours support/on-call when required
- Assist network/system engineers (when needed) with maintenance and troubleshooting by providing local on-site presence with direction from the engineers
- Install, configure and troubleshoot the following software products; Microsoft (MS) Office Suite, MS Windows 7/10, MS Active Directory, Email/O365, Anti-Virus products, Anti-SPAM products, and Remote Access methods (RDP, LogMeIn Rescue)
- Administer Microsoft Active Directory, Office365, S2 Security, and AWS Connect call-system
- Troubleshoot network and voice connectivity issues (with guidance from engineers)
- Troubleshoot printer and copier connectivity issues as well as monitor toner levels
- Configure and troubleshoot mobile devices, iPhone, Android
- Foster a positive team environment
- Ensure confidentiality of internal and external data
- Perform ad-hoc projects and other duties as assigned
What You'll Need:
- These are the professional skills we would expect from an individual fully established in this role.
- Customer Service - Advanced
- Verbal Communication - Proficient
- Written Communication - Proficient
- Teamwork - Proficient
- Relationships - Proficient
- Negotiation – Proficient
- Organizational Awareness – Proficient
- Learning Agility - Proficient
- Analysis - Proficient
- Problem Solving - Proficient
- Process Orientation - Proficient
- Prioritization - Proficient
- Computer Skills: Proficiencies in: Microsoft Word, Excel, PowerPoint, Outlook preferred
- Strong technical background on PC compatible type of hardware and peripherals
- Macintosh (Mac) support experience is a plus but not required
- Working knowledge of mobile devices; iPhone and Android
- Working knowledge of basic networking: Ethernet, TCP/IP, DHCP, and DNS
- System Experience with Microsoft products; Windows 7/10, Office 2013/2016, Active Directory, O365 preferred
- Undergraduate degree in Information Technology / Information System / Computer Science preferred.
- Able to work quickly and efficiently with a strong focus on achieving tasks.
- Proficient in soft skills and with a strong customer service focus
- 2+ years of experience in IT Technical Support field
Professional Skills
Role Specific Skills
Minimum Qualifications
Why Lessen:
· Competitive compensation
· Health, Dental, Vision, Life, Disability options
· 401K retirement savings plan
· Paid vacation, federal and floating holidays
· Maternity/Paternity Pay
· Career advancement opportunities
· All the tools you'll need to be successful
Lessen is intentional about attracting, developing, and retaining amazing talent
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